smiles
stringlengths
13
37
canonsmiles
stringlengths
12
39
isSmilesEqual
bool
2 classes
generic_scaffold
stringlengths
12
31
scaffold
stringlengths
0
37
rdkit_WT
float64
146
259
rdkit_MR
float64
29.7
65.2
rdkit_LogP
float64
-3.99
5.42
rdkit_HA
float64
0
7
rdkit_HD
float64
0
5
rdkit_NumAtoms
float64
10
35
rdkit_TPSA
float64
0
158
COC=COS(=O)(=O)C#C
C#CS(=O)(=O)OC=COC
false
CCCCCC(C)(C)CC
162.166
34.9868
0.0411
4
0
16
52.6
COC1=C(C=CO)C=NS1
COc1sncc1C=CO
false
CCCC1CCCC1CC
c1cnsc1
157.194
40.3288
1.6804
4
1
17
42.35
NCCC1=C(Cl)C(N)=NO1
NCCc1onc(N)c1Cl
false
CCCC1CCC(C)C1C
c1cnoc1
161.592
38.6838
0.4114
4
2
18
78.07
OC1=C(SN=C1C=O)C#C
C#Cc1snc(C=O)c1O
false
CCC1CCC(CC)C1C
c1cnsc1
153.162
37.1013
0.6425
4
1
13
50.19
CN1C(=O)C2CCN2C1=S
CN1C(=O)C2CCN2C1=S
true
CC1C(C)C2CCC2C1C
O=C1NC(=S)N2CCC12
156.21
40.479
-0.1824
2
0
18
23.55
CC(C)C1NC2=NSC=C12
CC(C)C1Nc2nscc21
false
CC(C)C1CC2CCCC21
c1snc2c1CN2
154.238
43.3157
2.2657
3
1
20
24.92
CCC1=NOC(=O)C=C1Cl
CCc1noc(=O)cc1Cl
false
CCC1CCC(C)CC1C
O=c1cccno1
159.572
37.161
1.2506
3
0
16
43.1
OCC1=NSC(CC=C)=N1
C=CCc1nc(CO)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
156.21
39.7328
0.7589
4
1
18
46.01
CN1N=CC(=C)CS1(=O)=O
C=C1C=NN(C)S(=O)(=O)C1
false
CC1CCC(C)C(C)(C)C1
C=C1C=NNS(=O)(=O)C1
160.198
39.1818
-0.1964
3
0
18
49.74
CC1C(O)CCN1C(N)=S
CC1C(O)CCN1C(N)=S
true
CC(C)C1CCC(C)C1C
C1CCNC1
160.242
43.5772
-0.3149
2
2
22
49.49
CC1C(CS1(=O)=O)C(N)=O
CC1C(C(N)=O)CS1(=O)=O
false
CC(C)C1CC(C)(C)C1C
O=S1(=O)CCC1
163.198
35.9332
-1.0952
3
1
19
77.23
CNC(C#C)S(=O)(=O)NC
C#CC(NC)S(=O)(=O)NC
false
CCC(CC)C(C)(C)CC
162.214
39.6602
-1.2857
3
2
20
58.2
CNC1C2ONS(=O)(=O)C12
CNC1C2ONS(=O)(=O)C12
true
CCC1C2CCC(C)(C)C12
O=S1(=O)NOC2CC21
164.186
33.5642
-1.8102
4
2
18
67.43
CN1CCC2=C1C(C)=CS2
Cc1csc2c1N(C)CC2
false
CC1CCC2CCC(C)C12
c1cc2c(s1)CCN2
153.25
46.03
2.04882
2
0
21
3.24
CC1=CC2=CSN=C2C1N
CC1=Cc2csnc2C1N
false
CC1CC2CCCC2C1C
C1=Cc2csnc2C1
152.222
42.6934
1.5598
3
1
18
38.91
OC1=C(C=C)C(=NS1)C#N
C=Cc1c(C#N)nsc1O
false
CCC1CCC(C)C1CC
c1cnsc1
152.178
38.5848
1.36338
4
1
14
56.91
CC1OC1CC1=NSN=C1
CC1OC1Cc1cnsn1
false
CC1CC1CC1CCCC1
c1nsnc1CC1CO1
156.21
37.948
0.8679
4
0
18
38.31
COC1CC1(N)S(N)(=O)=O
COC1CC1(N)S(N)(=O)=O
true
CCC1CC1(C)C(C)(C)C
C1CC1
166.202
35.4396
-1.6514
4
2
20
95.41
CC1=C(C=CS1)C(=O)C#N
Cc1sccc1C(=O)C#N
false
CCC(C)C1CCCC1C
c1ccsc1
151.19
38.9995
1.7628
3
0
15
40.86
NCCC(=C)NC(=S)NO
C=C(CCN)NC(=S)NO
false
CCCC(C)CC(C)CC
161.23
43.4673
-0.2978
3
4
21
70.31
O=C1NC=CCCS1(=O)=O
O=C1NC=CCCS1(=O)=O
true
CC1CCCCCC1(C)C
O=C1NC=CCCS1(=O)=O
161.182
36.0755
0.0282
3
1
17
63.24
CCC=CCOS(C)(=O)=O
CCC=CCOS(C)(=O)=O
true
CCCCCCC(C)(C)C
164.226
40.2268
0.9288
3
0
22
43.37
CC(N)C(=C)C1=NC=CS1
C=C(c1nccs1)C(C)N
false
CC(C)C(C)C1CCCC1
c1cscn1
154.238
44.7974
1.5035
3
1
20
38.91
COC1=CSN=C1C(C)N
COc1csnc1C(C)N
false
CCC1CCCC1C(C)C
c1cnsc1
158.226
41.2684
1.1714
4
1
20
48.14
COC=C1OCCS1(=O)=O
COC=C1OCCS1(=O)=O
true
CCCC1CCCC1(C)C
C=C1OCCS1(=O)=O
164.182
34.8308
-0.1233
4
0
18
52.6
OCC#CC1=CSC(O)=C1
OCC#Cc1csc(O)c1
false
CCCCC1CCC(C)C1
c1ccsc1
154.19
39.9476
0.7975
3
2
16
40.46
CC(CC1=CSN=N1)C=O
CC(C=O)Cc1csnn1
false
CCC(C)CC1CCCC1
c1csnn1
156.21
38.841
0.9156
4
0
18
42.85
O=S1(=O)NC=COC1C#C
C#CC1OC=CNS1(=O)=O
false
CCC1CCCCC1(C)C
O=S1(=O)COC=CN1
159.166
34.9015
-0.6335
3
1
15
55.4
CN=C1C=C(SN1O)C=C
C=Cc1cc(=NC)n(O)s1
false
CCC1CC(C)C(CC)C1
N=c1ccs[nH]1
156.21
41.0715
0.9604
4
1
18
37.52
N=C1NC(=S)N2CC12C=O
N=C1NC(=S)N2CC12C=O
true
CCC12CC1C(C)CC2C
N=C1NC(=S)N2CC12
155.182
38.9614
-0.89493
3
2
15
55.96
CCC1ON=CCS1(=O)=O
CCC1ON=CCS1(=O)=O
true
CCC1CCCCC1(C)C
O=S1(=O)CC=NOC1
163.198
37.4428
0.1533
4
0
19
55.73
CC1CN1C1=CSC=C1O
CC1CN1c1cscc1O
false
CC1CCCC1C1CC1C
c1cc(N2CC2)cs1
155.222
42.7918
1.6622
3
1
19
23.24
OC1=CC(Cl)=CN1CC=C
C=CCn1cc(Cl)cc1O
false
CCCC1CC(C)CC1C
c1cc[nH]c1
157.6
41.3038
2.0331
2
1
18
25.16
NCC(=C)OCS(N)(=O)=O
C=C(CN)OCS(N)(=O)=O
false
CCC(C)CCC(C)(C)C
166.202
37.2536
-1.2786
4
2
20
95.41
CCOCC1=CSN=C1N
CCOCc1csnc1N
false
CCCCC1CCCC1C
c1cnsc1
158.226
41.8564
1.2618
4
1
20
48.14
O=S1(=O)CCC1(C#C)C#N
C#CC1(C#N)CCS1(=O)=O
false
CCC1(CC)CCC1(C)C
O=S1(=O)CCC1
155.178
35.5808
-0.29952
3
0
15
57.93
O=C1CC(N1)C1=NSC=N1
O=C1CC(c2ncsn2)N1
false
CC1CC(C2CCCC2)C1
O=C1CC(c2ncsn2)N1
155.182
35.4097
0.0991
4
1
15
54.88
O=S1(=O)CC2OCCNC12
O=S1(=O)CC2OCCNC21
false
CC1(C)CC2CCCCC21
O=S1(=O)CC2OCCNC21
163.198
35.3175
-1.2707
4
1
19
55.4
NC(=S)NC1CC(C1)C=C
C=CC1CC(NC(N)=S)C1
false
CCC1CC(CC(C)C)C1
C1CCC1
156.254
46.6301
0.7842
1
2
22
38.05
CC1=C(Cl)C(C)=C(N1)C=C
C=Cc1[nH]c(C)c(Cl)c1C
false
CCC1CC(C)C(C)C1C
c1cc[nH]c1
155.628
45.3677
2.92794
0
1
20
15.79
CN1C=CC(NC1=S)C#N
CN1C=CC(C#N)NC1=S
false
CCC1CCC(C)C(C)C1
S=C1NC=CCN1
153.21
42.0377
0.21218
2
1
17
39.06
CC#CC(=C)C1=CN=NS1
C=C(C#CC)c1cnns1
false
CCCC(C)C1CCCC1
c1csnn1
150.206
42.393
1.5746
3
0
16
25.78
NC1C=CNS(=O)(=O)C=C1
NC1C=CNS(=O)(=O)C=C1
true
CC1CCCC(C)(C)CC1
O=S1(=O)C=CCC=CN1
160.198
38.3109
-0.7259
3
2
18
72.19
CS(=O)(=O)OCC1(N)CC1
CS(=O)(=O)OCC1(N)CC1
true
CC(C)(C)CCC1(C)CC1
C1CC1
165.214
36.9482
-0.5461
4
1
21
69.39
CC1=C(Cl)C(=O)NC=C1N
Cc1c(N)c[nH]c(=O)c1Cl
false
CC1CCC(C)C(C)C1C
O=c1cccc[nH]1
158.588
41.2221
0.91892
2
2
17
58.88
CN(CC1=CSC=N1)N=C
C=NN(C)Cc1cscn1
false
CCC(C)CC1CCCC1
c1cscn1
155.226
43.13
1.1905
4
0
19
28.49
C=CC1=C(C=NS1)N1CC1
C=Cc1sncc1N1CC1
false
CCC1CCCC1C1CC1
c1nscc1N1CC1
152.222
44.418
1.6061
3
0
18
15.9
CC1OC1C1=CNC(=N)S1
CC1OC1c1c[nH]c(=N)s1
false
CC1CCC(C2CC2C)C1
N=c1[nH]cc(C2CO2)s1
156.21
37.8124
1.01547
3
2
18
52.17
ClC1=CC=C(C=C1Cl)C#N
N#Cc1ccc(Cl)c(Cl)c1
false
CCC1CCC(C)C(C)C1
c1ccccc1
172.014
41.177
2.86508
1
0
13
23.79
O=C1NC2=C(CCNC2)S1
O=c1[nH]c2c(s1)CCNC2
false
CC1CC2CCCCC2C1
O=c1[nH]c2c(s1)CCNC2
156.21
40.3504
0.0821
3
2
18
44.89
CC(O)C1=CC(C=C)=NS1
C=Cc1cc(C(C)O)sn1
false
CCC1CCC(C(C)C)C1
c1cnsc1
155.222
42.8388
1.8394
3
1
19
33.12
CNN(C=O)C1=CSN=C1
CNN(C=O)c1cnsc1
false
CCC(CC)C1CCCC1
c1cnsc1
157.198
39.7167
0.2403
4
1
17
45.23
OC1CCC2=C1C(=O)SN2
O=c1s[nH]c2c1C(O)CC2
false
CC1CCC2CCC(C)C12
O=c1s[nH]c2c1CCC2
157.194
38.2205
0.416
3
2
17
53.09
COCC1=C(SC=C1)C#C
C#Cc1sccc1COC
false
CCCC1CCCC1CC
c1ccsc1
152.218
42.967
1.8758
2
0
18
9.23
CC1=CN=CC=C(Cl)C1=O
Cc1cnccc(Cl)c1=O
false
CC1CCCCC(C)C1C
O=c1cccncc1
155.584
40.254
1.40362
2
0
16
29.96
ClC1=CC=CC(=N)OC1=O
N=c1cccc(Cl)c(=O)o1
false
CC1CCCC(C)C(C)C1
N=c1ccccc(=O)o1
157.556
35.8427
0.77267
3
1
14
54.06
CC1C2OC(C1=C)S2(=O)=O
C=C1C(C)C2OC1S2(=O)=O
false
CC1C(C)C2CC1C2(C)C
C=C1CC2OC1S2(=O)=O
160.194
35.8848
0.2895
3
0
18
43.37
CC1=CC2=NC(=O)CN2S1
CC1=CC2=NC(=O)CN2S1
true
CC1CC2CC(C)CC2C1
O=C1CN2SC=CC2=N1
154.194
40.496
0.7927
3
0
16
32.67
ClC1=CNC=C1OCC#N
N#CCOc1c[nH]cc1Cl
false
CCCCC1CCCC1C
c1cc[nH]c1
156.572
36.9107
1.57048
2
1
15
48.81
NN1C(=O)NC2=CSC=C12
Nn1c(=O)[nH]c2cscc21
false
CC1CC2CCCC2C1C
O=c1[nH]c2cscc2[nH]1
155.182
40.5861
0.1049
4
2
15
63.81
O=C1CCC2NC1S2(=O)=O
O=C1CCC2NC1S2(=O)=O
true
CC1CCC2CC1C2(C)C
O=C1CCC2NC1S2(=O)=O
161.182
33.8725
-0.9805
4
1
17
63.24
CN1C2CCCC1S2(=O)=O
CN1C2CCCC1S2(=O)=O
true
CC1C2CCCC1C2(C)C
O=S1(=O)C2CCCC1N2
161.226
38.1098
0.1827
3
0
21
37.38
NC(=S)NC(=C)C(=C)C=C
C=CC(=C)C(=C)NC(N)=S
false
CCC(C)C(C)CC(C)C
154.238
48.3981
1.0755
1
2
20
38.05
CS(=O)(=O)C1=NN(O)C=C1
CS(=O)(=O)c1ccn(O)n1
false
CC1CCC(C(C)(C)C)C1
c1cn[nH]c1
162.17
32.5213
-0.4761
5
1
16
72.19
NC(=S)NC(=N)C(=C)C#N
C=C(C#N)C(=N)NC(N)=S
false
CCC(C)C(C)CC(C)C
154.198
42.4008
-0.12335
3
3
16
85.69
CC(=O)C1=CS(=O)(=O)C=C1
CC(=O)C1=CS(=O)(=O)C=C1
true
CC(C)C1CCC(C)(C)C1
O=S1(=O)C=CC=C1
158.178
36.8238
0.4014
3
0
16
51.21
CC(O)C=CN(N)C(N)=S
CC(O)C=CN(N)C(N)=S
true
CC(C)CCC(C)C(C)C
161.23
43.6326
-0.6998
3
3
21
75.51
CN=C1OC=C2SC=NN12
CN=c1occ2scnn12
false
CCC1CCC2CCCC12
N=c1occ2scnn12
155.182
36.822
0.5193
5
0
15
42.8
S=C1NCCC2NC2CN1
S=C1NCCC2NC2CN1
true
CC1CCCC2CC2CC1
S=C1NCCC2NC2CN1
157.242
43.9321
-0.8054
2
3
21
46
ClC1=CSC=C1C1COC1
Clc1cscc1C1COC1
false
CC1CCCC1C1CCC1
c1cc(C2COC2)cs1
174.652
42.889
2.5153
2
0
17
9.23
C=C1CC(=C)NS(=O)(=O)C1
C=C1CC(=C)NS(=O)(=O)C1
true
CC1CC(C)CC(C)(C)C1
C=C1CC(=C)NS(=O)(=O)C1
159.21
39.8195
0.3794
2
1
19
46.17
CC=C1CNC=CS1(=O)=O
CC=C1CNC=CS1(=O)=O
true
CCC1CCCCC1(C)C
C=C1CNC=CS1(=O)=O
159.21
39.8195
0.3794
3
1
19
46.17
CC12CCC(C1O)S2(=O)=O
CC12CCC(C1O)S2(=O)=O
true
CC1C2CCC1(C)C2(C)C
O=S1(=O)C2CCC1C2
162.21
36.3536
-0.3032
3
1
20
54.37
OS(=O)(=O)C1(CNC1)C=C
C=CC1(S(=O)(=O)O)CNC1
false
CCC1(C(C)(C)C)CCC1
C1CNC1
163.198
37.3463
-0.5978
3
2
19
66.4
ClC1=CN(CCC=O)N=C1
O=CCCn1cc(Cl)cn1
false
CCCCC1CCC(C)C1
c1cn[nH]c1
158.588
37.918
1.1255
3
0
17
34.89
CN1CCC2=C(Cl)C=CN12
CN1CCc2c(Cl)ccn21
false
CC1CCC2C(C)CCC12
c1cc2n(c1)NCC2
156.616
42.154
1.2654
2
0
19
8.17
NS(=O)(=O)C1CC(O1)C=C
C=CC1CC(S(N)(=O)=O)O1
false
CCC1CC(C(C)(C)C)C1
C1COC1
163.198
36.5822
-0.4241
3
1
19
69.39
CC1=C2C(NS2(=O)=O)=CN1
Cc1[nH]cc2c1S(=O)(=O)N2
false
CC1CCC2CC(C)(C)C12
O=S1(=O)Nc2c[nH]cc21
158.182
36.3382
0.43732
2
2
16
61.96
OC1=C(Cl)C=C(S1)N1CC1
Oc1sc(N2CC2)cc1Cl
false
CC1CC(C2CC2)CC1C
c1csc(N2CC2)c1
175.64
43.2068
1.9271
3
1
16
23.24
CCC(N)C1=NSN=C1C
CCC(N)c1nsnc1C
false
CCC(C)C1CCCC1C
c1cnsn1
157.242
41.8654
1.25632
4
1
21
51.8
CC1=C2C(=C)COC2=CS1
C=C1COc2csc(C)c21
false
CC1CCC2CCC(C)C12
C=C1COc2cscc21
152.218
43.585
2.46212
2
0
18
9.23
NC1=CSC2=C1CNC2=O
Nc1csc2c1CNC2=O
false
CC1CCC2C(C)CCC12
O=C1NCc2ccsc21
154.194
39.9016
0.5737
3
2
16
55.12
COC1=C(SN=C1C)C#N
COc1c(C)nsc1C#N
false
CCC1CCC(C)C1CC
c1cnsc1
154.194
38.118
1.3318
4
0
16
45.91
OCC1=CC=C(CC#N)S1
N#CCc1ccc(CO)s1
false
CCCC1CCC(CC)C1
c1ccsc1
153.206
39.5588
1.30648
3
1
17
44.02
CC1=C(N)C2=C(O1)N=CS2
Cc1oc2ncsc2c1N
false
CC1CC2CCCC2C1C
c1cc2scnc2o1
154.194
41.0354
1.77992
4
1
16
52.05
CC1COS(=O)(=O)CN1C
CC1COS(=O)(=O)CN1C
true
CC1CCC(C)(C)CC1C
O=S1(=O)CNCCO1
165.214
36.9638
-0.3758
4
0
21
46.61
CC1=COS(=O)(=O)OC1=C
C=C1OS(=O)(=O)OC=C1C
false
CC1CCC(C)(C)CC1C
C=C1C=COS(=O)(=O)O1
162.166
33.9868
0.6955
4
0
16
52.6
NS(=O)(=O)C1(CC1O)C#C
C#CC1(S(N)(=O)=O)CC1O
false
CCC1(C(C)(C)C)CC1C
C1CC1
161.182
35.295
-1.5885
3
2
17
80.39
COCC(N)=CS(N)(=O)=O
COCC(N)=CS(N)(=O)=O
true
CCCC(C)CC(C)(C)C
166.202
37.2536
-1.2786
4
2
20
95.41
O=S1(=O)NC2C3C=CC1C23
O=S1(=O)NC2C3C=CC1C32
false
CC1(C)CC2C3CCC1C32
O=S1(=O)NC2C3C=CC1C32
157.194
35.7515
-0.5276
2
1
17
46.17
COCCC1=CNSC1=N
COCCc1c[nH]sc1=N
false
CCCCC1CCCC1C
N=c1cc[nH]s1
158.226
40.1044
0.74457
3
2
20
48.87
N=C1NC=C(CNC=O)S1
N=c1[nH]cc(CNC=O)s1
false
CCCCC1CCC(C)C1
N=c1[nH]ccs1
157.198
37.4281
-0.19833
3
3
17
68.74
NC(=S)NC(=NC=C)C#N
C=CN=C(C#N)NC(N)=S
false
CCCC(CC)CC(C)C
154.198
43.1661
-0.11482
3
2
16
74.2
CCNC1=NC(CO)=NS1
CCNc1nc(CO)ns1
false
CCCC1CCC(CC)C1
c1ncsn1
159.214
39.9955
0.4622
5
2
19
58.04
O=S(=O)(CC#N)NC1CC1
N#CCS(=O)(=O)NC1CC1
false
CCCC(C)(C)CC1CC1
C1CC1
160.198
35.5575
-0.40822
3
1
18
69.96
C=NN1C=C2SC=NC2=C1
C=Nn1cc2ncsc2c1
false
CCC1CC2CCCC2C1
c1nc2c[nH]cc2s1
151.194
42.557
1.5615
4
0
15
30.18
ClC1=CC=CC2=CSC=C12
Clc1cccc2cscc12
false
CC1CCCC2CCCC12
c1ccc2cscc2c1
168.648
46.835
3.5547
1
0
15
0
CC=NN(C)S(=O)(=O)C#N
CC=NN(C)S(=O)(=O)C#N
true
CCCC(C)C(C)(C)CC
161.186
36.4618
-0.26522
4
0
17
73.53
OC1CNC1C1=CSC=N1
OC1CNC1c1cscn1
false
CC1CCC1C1CCCC1
c1nc(C2CCN2)cs1
156.21
38.8645
0.1483
4
2
18
45.15
CS(=O)(=O)N(CC#C)N=C
C#CCN(N=C)S(C)(=O)=O
false
CCCC(CC)C(C)(C)C
160.198
39.9318
-0.5032
3
0
18
49.74